| 4. Round | 25/08/2019 | Hallescher FC [Youth B] | - | Dynamo Dresden [Youth B] | 2:1 | ||||
| 5. Round | 31/08/2019 | VfL Wolfsburg [Youth B] | - | Hallescher FC [Youth B] | 2:1 | ||||
| 2. Round | 15/10/2019 | Hallescher FC [Youth B] | - | Hertha BSC [Youth B] | 1:6 | ||||
| 13. Round | 09/11/2019 | Hallescher FC [Youth B] | - | Chemnitzer FC [Youth B] | 1:3 | ||||
| 14. Round | 23/11/2019 | Hallescher FC [Youth B] | - | 1. FC Union Berlin [Youth B] | 0:2 | ||||
| 15. Round | 30/11/2019 | Hertha BSC [Youth B] | - | Hallescher FC [Youth B] | 5:0 |
Germany